Westbrook Holiday Homes from €62: Search Top House Rentals

Westbrook Holiday Homes
Maine
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A frozen river with a bridge crossing over it, surrounded by buildings and parked cars.

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Our top choices for Westbrook holiday homes

A snow-covered landscape with a house and a tree.

A person sitting by a grill with skewers of meat and vegetables.

A two-story house with a green exterior and red trim, surrounded by trees with autumn leaves.

A staircase with a Christmas tree and a wooden chair.

1. Serenity between the lakes and seashore

Serenity between the lakes and seashore

Westbrook

9.8 out of 10, Exceptional, (30 reviews)

9.8/10

Exceptional

(30 reviews)

"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "

Joanne N.

Serenity between the lakes and seashore

A window with a view of a snowy landscape and bare trees.

A living room with a sofa, coffee table, wooden dining table, and chairs. There are windows with blinds, a ceiling fan, and wall-mounted artwork.

A dining area with a wooden table, chairs, a ceiling fan, and a vase of flowers.

A house with Christmas lights forming shapes of a reindeer and a sleigh.

2. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea

Westbrook

The price is €280

€280

includes taxes & fees

8 Sept - 9 Sept

Tranquility between the Lakes & Sea

A dirt path in a park with autumn foliage.

A wooden cabin-style kitchen with a large island, built-in appliances, and a view of the forest.

A rustic cabin with a red door, surrounded by trees with autumn foliage.

A rustic cabin with a red door, wooden exterior, and a patio with Adirondack chairs and a table.

3. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

9.6 out of 10, Exceptional, (43 reviews)

9.6/10

Exceptional

(43 reviews)

"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"

Genevieve W.

The price is €495

€495

includes taxes & fees

8 Sept - 9 Sept

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

A backyard with a white wooden fence, a small bush, a white wicker bench, and a stone wall in the background.

A hotel room with a wooden floor, a bed with white linens, a small table, a ceiling fan, a wall-mounted light fixture, and a mirror.

A living room with a sofa, coffee table, and a rug. There is a painting on the wall and a window with curtains.

4. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

8.4 out of 10, Very good, (61 reviews)

8.4/10

Very good

(61 reviews)

"Nice place, good location and very responsive host. I would definitely stay again when in Portland."

Susan d.

The price is €331

€331

includes taxes & fees

20 Sept - 21 Sept

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

A modern bedroom with a bed, desk, chair, and ottoman.

A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

A spacious living area with a brown leather sofa, a rustic coffee table, and a kitchen in the background.

5. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts

Windham

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."

Richard G.

The price is €629

€629

includes taxes & fees

30 Sept - 1 Oct

Windham Lakefront: Fire Pit and Modern Comforts

A two-story house with a balcony, a covered patio, and a fenced yard.

A wooden console table with a wine bottle, glasses, and framed pictures.

A living room with a gray sofa, two pink armchairs, a wooden coffee table, and a colorful rug.

A dining area with a wooden table, four chairs, a hanging light fixture, and a window with curtains.

6. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill

10.0 out of 10, Exceptional, (105 reviews)

10/10

Exceptional

(105 reviews)

"Everything was as advertised; great accommodations!"

Richard D.

The price is €513

€513

includes taxes & fees

6 Oct - 7 Oct

The Globe House on Munjoy Hill - Walk to Breweries

A beach with footprints, a person standing, and birds on the sand.

A covered wooden deck with a view of a building's exterior.

A kitchen with white cabinets, a granite countertop, a wooden island with bar stools, and a dishwasher.

A bedroom with a bed, a nightstand, a wooden dresser, a painting on the wall, and a closet.

7. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Buxton

6.0 out of 10, (1 review)

6.0/10

(1 review)

"Place was clean and cozy. Big yard for games and a fire pit for s’mores. Based on previous review I brought pots/pans but didn’t need them. Everything was available. Stove is gas and I was not familiar with using one so that was the only “challenge”We had a ball and the place was perfect for us!!"

Anonymous traveller

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

A two-story brick building with a front porch, a black door, and a window with a white frame.

A kitchen with a black and white tiled floor, a black countertop, a stove, a microwave, and a window with black curtains.

A spacious kitchen with a dining table, two windows with curtains, a fireplace, and a chandelier.

A spacious living room with a sofa, armchairs, a coffee table, and a TV. There is a staircase leading to another level.

8. The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark

West End

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"We had a wonderful time at the property! Super close walking distance to great shopping and restaurants. Host was so responsive and even checked in to make sure we were having a great stay. Would stay again!"

Amy B.

The price is €509

€509

includes taxes & fees

8 Sept - 9 Sept

The 87th Townhome - Local Landmark

A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

A spacious living room with hardwood flooring, a grey sofa with a blue pillow, a wooden bench, and a staircase with white railings.

A kitchen with wooden cabinets, a granite countertop, and a dining area with a table and chairs.

A kitchen with wooden cabinets, a stainless steel stove, a dishwasher, and a window with a view of greenery.

9. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach

Saco

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"The location was very convenient. Easy drive to downtown Saco and Biddeford. As well as very quick access to the highway so Portland and other points are easy to get to. Ample parking."

Ellen L.

The price is €454

€454

includes taxes & fees

8 Sept - 9 Sept

Huge New Townhome 10mins from the Beach

An outdoor seating area with tables and benches in front of a building with a sign reading "BRAKES & SHOCKS Specialty Bakery".

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining area with a table and chairs.

A bedroom with a bed, two bedside tables with lamps, a dresser, and a door.

A cozy living room with a wooden ceiling, a sofa, a coffee table, and a patterned rug.

10. Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside

8.6 out of 10, Excellent, (4 reviews)

8.6/10

Excellent

(4 reviews)

"we used the house has home base for several outings in Portland. Great location and easy parking."

Ellen M.

The price is €613

€613

includes taxes & fees

10 Sept - 11 Sept

Spacious Portland Home + Parking

A modern interior with a glass door leading to an outdoor deck with a sofa and a hanging light fixture.

A modern kitchen with a central island, stainless steel appliances, and a skylight.

A loft-style kitchen with a wooden dining table, a built-in oven, and a large window.

A rustic kitchen with wooden walls, a wooden dining table, and a view through a skylight.

11. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Oakdale

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great, renovated set of three units. The location was convenient along with the three parking spots. Window and mini split AC units worked well. The loft space and roof deck on the third floor was particularly nice for hanging out. The ice makers didn’t work and a couple other maintenance issues, but the owner said they would be fixing them. All in, a great space for our family of 11 to explore Portland. "

Andy W.

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

A living room with a sofa, a coffee table, and a vase on a windowsill.

A staircase with white walls, a vase with branches, and a mirror with a gold frame.

A narrow attic room with white wooden walls and a sloped ceiling. A beige sofa and a small table with a lamp are positioned against the wall. A blue rug lies on the floor, and two decorative wall panels are mounted on the wall.

A narrow attic bedroom with a sloped ceiling, a bed with a blue and white patterned bedspread, a small wooden stool, and a black furry rug.

12. Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View

West End

9.8 out of 10, Exceptional, (14 reviews)

9.8/10

Exceptional

(14 reviews)

"Lovely stay & Jordan was very helpful & accommodating"

Nikki W.

Rare West End Home • Walk to Old Port, Harbor View

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

A bedroom with a bed, a chair, a potted plant, and a lamp.

A kitchen with wooden cabinets, a central island, bar stools, a refrigerator, and pendant lighting.

A dining area with a wooden table and chairs, a potted plant, and artwork on the walls.

13. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport

Freeport

The price is €406

€406

includes taxes & fees

8 Sept - 9 Sept

Fully Updated Airy Historic Home in South Freeport

A building named Willard Square with a storefront and a red vehicle parked outside.

A bedroom with a bed, dresser, and lamp.

A living room with a sofa, coffee table, and a ceiling fan.

A living room with a sofa, a coffee table, a lamp, and a chair.

14. Willard Square Family Home

Willard Square Family Home

Willard Beach

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"

Steve S.

Willard Square Family Home

A bedroom with a bed, a chair, a bookshelf, and a lamp.

A living room with a sofa, coffee table, and lamp. There is a ceiling fan, a clock, and a window with curtains.

A dining table with a bowl of fruit and candles.

A kitchen with white cabinets, a black oven, a microwave, and a toaster.

15. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

Old Orchard Beach

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"This house was perfect."

Courtney S.

The price is €439

€439

includes taxes & fees

9 Sept - 10 Sept

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

A cozy living room with a stone fireplace, wooden walls, a ceiling fan, a television, and a large window with blinds.

A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.

A single-story house with a front porch, a small attached garage, and a driveway leading to the house.

16. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake

Raymond

The price is €242

€242

includes taxes & fees

17 Sept - 18 Sept

Cozy 2-bedroom house with shared beach access to Sebago Lake

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a marble countertop.

A two-story house with a front porch, a front door, and a small window on the second floor.

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

A modern kitchen with a central island, wooden dining table, and a staircase leading to another level.

17. The Links Lodge - Modern Golf and Beach Retreat

The Links Lodge - Modern Golf and Beach Retreat

Old Orchard Beach

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Great place! Perfectly clean, would recommend!"

Debbie F.

The price is €572

€572

includes taxes & fees

28 Sept - 29 Sept

The Links Lodge - Modern Golf and Beach Retreat

A cozy living room with a sectional sofa, a white wood-burning stove, and large windows offering a view of the outdoors.

A modern kitchen with a gas stove, microwave, stainless steel refrigerator, and granite countertops.

A living room with a sectional sofa, ottoman, wooden coffee table, and a television on a stand.

A bedroom with a metal bed frame, a patterned rug, two bedside tables with lamps, and a painting on the wall.

18. SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Ligonia

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"

Patrick S.

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

A dining area with a long wooden table, six chairs, and a bench. There are large windows with curtains, a plant, and a view into another room.

A two-story house with a central entrance, multiple windows, and a sloped roof.

A modern kitchen with a central island, wooden chairs, a bench, and a potted plant.

A modern kitchen with light blue cabinets, a large island, stainless steel appliances, and a hanging pendant light.

19. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake

Standish

The price is €737

€737

includes taxes & fees

8 Sept - 9 Sept

New and Spacious Family Home Close to Sebago Lake

A beachfront property with a wooden pier extending into the water, supported by vertical posts.

A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a dining area with a table and chairs.

A modern living room with a sofa, a dining table with chairs, and a kitchen area with cabinets.

20. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach

10.0 out of 10, Exceptional, (18 reviews)

10/10

Exceptional

(18 reviews)

"Beautiful remodel with plenty of beds and rooms. Came for son’s graduation from UNE. If we come back to OOB, would stay again in a heartbeat. "

Kristen S.

The price is €536

€536

includes taxes & fees

8 Sept - 9 Sept

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Westbrook Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"Close to what we were interested in."

Debra 1-night trip

Posted 4 hours ago

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

The Westin Portland Harborview

10/10 Excellent

"Polite staff Nice and clean"

Donald 1-night trip

Posted 6 hours ago

The Westin Portland Harborview

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"We stayed two nights and everything was perfect"

Marc 2-night trip

Posted 9 hours ago

Holiday Inn Portland-By the Bay by IHG

Clarion Pointe South Portland

8/10 Good

"Room was clean and comfortable- good bed. Breakfast was awful- cold and damp eggs, cereal was passable. Exterior of property and lobby shoddy - room was clean and comfortable- staff was helpful. Did not talk to them about breakfast"

Allen 1-night trip

Posted 10 hours ago

Clarion Pointe South Portland

Clarion Hotel Portland Airport ME

8/10 Good

"Well maintained hotel with easy travel to and from the airport!"

Diane 1-night trip

Posted 12 hours ago

Clarion Hotel Portland Airport ME

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good

"Clean room with a friendly staff. Nice hotel."

Carol 1-night trip

Posted 15 hours ago

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland Regency Hotel & Spa

10/10 Excellent

"The location was ideal for shopping and sight seeing. We love the breakfast and dinners at the hotel."

Airlie 2-night trip

Posted 15 hours ago

Portland Regency Hotel & Spa

Grand Beach Inn

10/10 Excellent

"Great lounge area with music and beach right across the street! Great food"

ADAM 1-night trip

Posted 16 hours ago

Grand Beach Inn

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Comfy beds"

Martha 1-night trip

Posted 20 hours ago

Spark by Hilton Portland Airport Maine Mall

Find out more about Westbrook

Westbrook Holiday Homes information

Number of reviews	13,343
Accommodation	884 Holiday Homes
Lowest Price	€62
Highest Price	€208

Holiday Homes in Westbrook

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westbrook holiday homes

1. Serenity between the lakes and seashore

2. Tranquility between the Lakes & Sea

3. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

4. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

5. Windham Lakefront: Fire Pit and Modern Comforts

6. The Globe House on Munjoy Hill - Walk to Breweries

7. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

8. The 87th Townhome - Local Landmark

9. Huge New Townhome 10mins from the Beach

10. Spacious Portland Home + Parking

11. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

12. Rare West End Home • Walk to Old Port, Harbor View

13. Fully Updated Airy Historic Home in South Freeport

14. Willard Square Family Home

15. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

16. Cozy 2-bedroom house with shared beach access to Sebago Lake

17. The Links Lodge - Modern Golf and Beach Retreat

18. SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

19. New and Spacious Family Home Close to Sebago Lake

20. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Find holiday rentals that suit your style

Top Westbrook Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Westbrook

Westbrook Holiday Homes information